33 Trails in Portland, Maine

Trail Name Difficulty Length (mi) Rating City
Green Belt Trails (Sawyer Road) Intermediate 20.0 **** Cape Elizabeth
Bradbury Mt State Park Intermediate 18.0 **** Pownal
Royal River 13.0 North Yarmouth
Congin School / Power Lines Advanced 10.0 **** Westbrook
Greenbelt Intermediate 10.0 **** South Portland
Sebago Lake Land Reserve Beginner 10.0 ***** Windham
Greely Woods Intermediate 8.0 **** Cumberland
Blackstrap Hill Preserve Intermediate 8.0 **** Falmouth
Pineland Trail Intermediate 8.0 **** Gray
Edwin L. Smith Preserve Intermediate 8.0 **** Kennebunkport
Lowell Preserve Multi-use Trail System Beginner 7.0 **** Windham
Brunswick Town Commons 7.0 Brunswick
Backwoods Bypass (The Sandpit) Intermediate 7.0 **** Gorham
The Sandpit Intermediate 6.0 ***** Gorham
Prides Corner / Corsetti's Trail 6.0 Westbrook
River Trail Intermediate 6.0 **** Portland
West Side Trail Intermediate 5.0 **** Yarmouth
Hadlock Community Forest Easiest 5.0 * Falmouth
North Falmouth Community Forest Intermediate 5.0 ***** Falmouth
Neptune Woods at Brunswick Landing 4.0 Brunswick
Fore River Sanctuary Intermediate 4.0 **** Portland
Clifford Park Intermediate 4.0 **** Biddeford
Libby Hill Forest Trails Advanced 3.0 ***** Gray
Moose Odyssey Intermediate 3.0 **** Gray
Tryon Mountain 3.0 Pownal
Stroudwater Intermediate 3.0 **** Portland
Alden Hill Intermediate 3.0 **** Gorham
Clark's pond trail 2.0 south portland.
Stonegate Trail (Greenbelt) Intermediate 2.0 *** Cape Elizabeth
Evergreen Cemetary Beginner 2.0 *** Portland
Arundel Community Trails 1 Arundel
Kettle Cove Blend Beginner 1.0 **** cape elizabeth
Glenden's Bend Intermediate 0.0 **** Cape Elizabeth